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HRID 16321作成日:2026年10月24日

Cesium fluoride → 1,2,3-trifluoro-5-((E)-propenyl)benzene

https://huagongshe.com/ja/reaction/16321

反応式

関与物質

役割名称HCID仕込み量
反応物Cesium fluorideHCID 25953—
反応物1,4-DioxaneHCID 31275—
反応物1-Bromo-3,4,5-trifluorobenzeneHCID 611409—
反応物((1E)-prop-1-en-1-yl)boronic acidHCID 6157276—
溶媒WaterHCID 962—
溶媒HexaneHCID 8058—
生成物1,2,3-trifluoro-5-((E)-propenyl)benzeneHCID 6871651584.1%

反応条件

温度80 °C

反応手順

In nitrogen atmosphere, tetrakistriphenyl-phosphine palladium(0) (4.66 g) and cesium fluoride (21.4 g) were added to a solution mixture of dioxane (95 mL) and water (5 mL) of 1-bromo-3,4,5-trifluorobenzene (8.5 g), trans-1-propen-1-ylboronic acid (4.1 g). The resulting reaction solution was stirred at 80° C. for 5 hr and cooled to room temperature. To the reaction solution, hexane and water were added. The precipitated insoluble matter was removed by filtration, and the organic layer was separated. The obtained organic layer was washed with water, and the insoluble matter was removed by filtration again. The organic layer was separated. The obtained organic layer was washed with water and then with saturated saline, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: hexane) to give 5.83 g of the title compound. The physical property values of this compound were as follows:

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07737141B2
出典データセットuspto-grants-2010_06
ORD IDord-563ba4ee05cd43ccbe1fbf9ec4b76996
出典メモuspto-grants-2010_06